ACCESSION: MSBNK-Eawag-EQ361307
RECORD_TITLE: 3,4-Methylenedioxy-N-methylamphetamine (MDMA); LC-ESI-QFT; MS2; CE: 120; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3613

CH$NAME: 3,4-Methylenedioxy-N-methylamphetamine (MDMA)
CH$NAME: N-Methyl-3,4-methylenedioxyamphetamine
CH$NAME: 1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₁H₁₅NO₂
CH$EXACT_MASS: 193.11028
CH$SMILES: CC(CC1=CC2=C(C=C1)OCO2)NC
CH$IUPAC: InChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3-4,6,8,12H,5,7H2,1-2H3
CH$LINK: CAS 42542-10-9
CH$LINK: CHEBI 1391
CH$LINK: KEGG C07577
CH$LINK: PUBCHEM CID:1615
CH$LINK: INCHIKEY SHXWCVYOXRDMCX-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 1556
CH$LINK: COMPTOX DTXSID90860791

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 3.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 194.117
MS$FOCUSED_ION: PRECURSOR_M/Z 194.1176
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6

PK$SPLASH: splash10-056r-9500000000-45882ee03a98bc7eca6f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0151 C4H2+ 1 50.0151 -0.43
  51.0229 C4H3+ 1 51.0229 -0.72
  53.0386 C4H5+ 1 53.0386 -0.31
  55.0178 C3H3O+ 1 55.0178 -0.38
  56.0495 C3H6N+ 1 56.0495 -0.28
  58.0651 C3H8N+ 1 58.0651 -0.61
  63.0228 C5H3+ 1 63.0229 -1.69
  65.0385 C5H5+ 1 65.0386 -0.87
  66.0463 C5H6+ 1 66.0464 -1.54
  67.0542 C5H7+ 1 67.0542 -0.55
  68.997 C3HO2+ 1 68.9971 -1.24
  77.0385 C6H5+ 1 77.0386 -1.51
  78.0463 C6H6+ 1 78.0464 -1.3
  79.0541 C6H7+ 1 79.0542 -1.22
  81.0334 C5H5O+ 1 81.0335 -1.13
  89.0385 C7H5+ 1 89.0386 -1.08
  90.0463 C7H6+ 1 90.0464 -1.24
  91.0542 C7H7+ 1 91.0542 -0.73
  93.0335 C6H5O+ 1 93.0335 0.09
  94.0413 C6H6O+ 1 94.0413 -0.49
  95.0491 C6H7O+ 1 95.0491 -0.64
  102.0463 C8H6+ 1 102.0464 -1
  103.0542 C8H7+ 1 103.0542 -0.65
  104.0618 C8H8+ 1 104.0621 -2.23
  105.0334 C7H5O+ 1 105.0335 -0.49
  105.0447 C6H5N2+ 1 105.0447 -0.61
  105.0698 C8H9+ 1 105.0699 -0.63
  106.0417 C7H6O+ 1 106.0413 3.62
  107.049 C7H7O+ 1 107.0491 -1.32
  109.0648 C7H9O+ 1 109.0648 0.08
  111.0439 C6H7O2+ 1 111.0441 -1.13
  115.0541 C9H7+ 1 115.0542 -1.01
  118.0412 C8H6O+ 1 118.0413 -1.24
  121.0283 C7H5O2+ 1 121.0284 -0.79
  122.0362 C7H6O2+ 1 122.0362 -0.66
  131.049 C9H7O+ 1 131.0491 -1
  133.0647 C9H9O+ 1 133.0648 -0.76
  135.0439 C8H7O2+ 1 135.0441 -0.86
  147.044 C9H7O2+ 1 147.0441 -0.58
  148.0517 C9H8O2+ 1 148.0519 -1.36
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
  50.0151 6587506.5 57
  51.0229 6755126.5 59
  53.0386 22746118 199
  55.0178 8790992 77
  56.0495 896040.9 7
  58.0651 14541926 127
  63.0228 224113.9 1
  65.0385 20656110 181
  66.0463 532854.5 4
  67.0542 1216100.6 10
  68.997 120789.6 1
  77.0385 67781872 594
  78.0463 915835.5 8
  79.0541 113813408 999
  81.0334 2685074.5 23
  89.0385 1444771.4 12
  90.0463 485444.8 4
  91.0542 4179798.2 36
  93.0335 2379330 20
  94.0413 787281.5 6
  95.0491 78578496 689
  102.0463 1682172.5 14
  103.0542 66348948 582
  104.0618 800979.2 7
  105.0334 11665832 102
  105.0447 51829944 454
  105.0698 46429344 407
  106.0417 499392.2 4
  107.049 569077 4
  109.0648 117990.7 1
  111.0439 1103666.9 9
  115.0541 3178280.8 27
  118.0412 397428 3
  121.0283 6915207 60
  122.0362 1940056.4 17
  131.049 358507.8 3
  133.0647 1790853.8 15
  135.0439 27772080 243
  147.044 8495604 74
  148.0517 1030168 9
//